

The Thoughtful Entrepreneur
Josh Elledge of UpMyInfluence.com
You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth.
You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute.
On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts.
We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/
You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute.
On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts.
We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/
Episodes
Mentioned books

Jul 28, 2020 • 20min
359 - Defining Compliance with the Compliance Podcast Network's Tom Fox
Todays guest is Tom Fox, known as the Compliance Evangelist and Founder of Compliance Podcast Network. He's an anti-corruption compliance attorney. He was severely injured in an accident in 2010. While recovering he began blogging and learned what social media is. Blogging led to podcasting about compliance. He realized the compliance component could be so much bigger than anti-corruption. Now he hosts 28 podcasts and produces an additional 12 podcasts for others. He plans to starts a COVID compliance next.

Jul 27, 2020 • 21min
358 - ServiceCart™ with myKaarma's Ujj Nath
On the show today we have Ujj Nath, Chairman and CEO of myKaarma. MyKaarma is an SAAS platform for automotive service centers to make things run smoother. They support multi-language live texting, and allow you to pay online before arriving at the center. They work with over 1000 dealerships like Honda, Mercedes Benz, Porsche, and Volkswagen.

Jul 26, 2020 • 24min
357 - Legal Marketing with Practice 42's Audrey Ehrhardt
Todays guest is Audrey Ehrhardt, Founder and CEO of Practice 42. Practice 42 is a custom legal marketing & performance coaching company. She became an attorney and then created the company Practice 42 while incorporating the best of both worlds of law and marketing.

Jul 25, 2020 • 22min
356 – Modern Email Marketing with Boundless Labs’ Chase Dimond
Mastering Email Marketing: Insights from Chase Dimond of Boundless Labs
In a recent episode of The Thoughtful Entrepreneur, we sat down with Chase Dimond, a partner at Boundless Labs, to discuss the enduring power of email marketing. While many businesses have chased the allure of social media, Chase has remained steadfast in his belief in email's unparalleled ability to drive engagement and revenue. His track record speaks volumes: managing campaigns that have generated over $35 million in email revenue for e-commerce clients.
The Resilience of Email Marketing
Chase shared how the approach to email marketing has evolved, especially in response to global events like COVID-19. Early in the pandemic, communication became more empathetic and transparent, addressing customer concerns about safety and supply chain issues. Yet, as the world adjusted, email returned to its role as a consistent performer in marketing strategies, particularly for holiday campaigns.
Using holidays as anchors, Chase explained how well-timed email series can help brands capture wallet share before competitors. For instance, sending emails weeks ahead of Father’s Day ensures customers can shop early and meet shipping deadlines—a strategy that can be replicated for other time-sensitive occasions.
Deliverability and Engagement: The New Rules of Email
Gone are the days when sending bulk emails was rewarded by service providers. Today, Chase emphasizes the importance of engagement and list hygiene to ensure high deliverability. His advice? Regularly segment your audience, focus on active subscribers, and use personalized messaging to maintain a 20%+ open rate.
For disengaged subscribers, Chase recommends implementing a "breakup series," a final effort to re-engage them before removing them from the list. This not only improves deliverability but also saves on unnecessary email provider fees.
Personalization Meets Design
A long-standing debate in email marketing is whether plain-text emails or highly designed messages perform better. Chase suggests a hybrid approach, using plain-text emails for personal touches, like post-purchase thank-yous, and polished designs for brand-centric communications.
Building Relationships Through Email
Chase also highlighted the role of storytelling in building trust with subscribers. A well-crafted welcome series can establish credibility, share brand values, and showcase social proof through testimonials and press mentions.
Learn More from Chase Dimond
Chase’s expertise is evident not only in his success with clients but also in his dedication to sharing knowledge. You can find him on Twitter at @EcomChaseDimond (note: no "A" in Dimond) and subscribe to his newsletter for weekly insights into email marketing strategies.
Additional Resources:
Boundless Labs: https://www.boundlesslabs.io/
Chase Dimond’s Twitter Profile: https://twitter.com/ecomchasedimond
Email Marketing Tips from HubSpot: https://blog.hubspot.com/marketing/email-marketing
Best Practices for Email Deliverability (Mailchimp): https://mailchimp.com/resources/email-deliverability-guide/
Benefits of Plain Text vs. HTML Emails (Campaign Monitor): https://www.campaignmonitor.com/resources/guides/plain-text-vs-html-emails/
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more?
On LinkedIn:
https://www.linkedin.com/company/boundlesslabs/
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More from UpMyInfluence:
We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.
Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.
What is your #1 Lead Generation BLOCKER? Take my free quiz here.
Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.

Jul 24, 2020 • 26min
355 - High Ticket Sales with Ledoux Enterprises' Wayne Ledoux
Wayne Ledoux is Owner & Founder of Ledoux Enterprises. He started his own inbound sales marketing firm in 2016 focusing on home construction and solar using Facebook & Instagram ads. COVID-19 has caused him to pivot into new industries: cybersecurity and business coaching.

Jul 23, 2020 • 25min
354 - Your Sweet Spot with GracePoint Publishing's Michelle Vandepas
Michelle Vandepas is Owner & Publisher of GracePoint Publishing. Michelle is a business coach and leader for any struggling business who needs to get back on their feet. She also helps others launch books, TEDx talks, and more. Her skills in publishing and consulting are endless and readily available.

Jul 22, 2020 • 26min
353 - Crematory and Cadaver Transports with Renegade Acquisitions' Kenneth Armbruster
Kenneth Armbruster is Executive Director and CEO of Renegade Acquisitions. Renegade Acquisitions is consolidating the crematory and cadaver transport industry. They purchase fire-based crematories to repair and rebuild. Because of the heavy usage, crematories need to be rebuilt & repaired every 6-8 years.

Jul 21, 2020 • 25min
352 - Dealing with Brutal Realities with Extraordinary Advisors' Todd Palmer
The guest for today is Todd Palmer, Founder of Extraordinary Advisors. Todd Palmer is a retired CEO of Diversified Industrial Staffing, author of 2 books, and hired to come in and fix companies. He begins by working with company leadership first. He holds CEOs accountable for any staff issues, and then solves the problem from the root.

Jul 20, 2020 • 24min
351 - Scale Businesses on Relationships with The Virtual Edge's Matthew Clark
Matthew Clark is Chief Igniter of The Virtual Edge and Co-Creator of The Rainmaker System. The Rainmaker System is designed to help clients get 2-5 high-volume LinkedIn leads without paying for ads. He knows how to structure sales systems and processes to generate cash quickly. Using LinkedIn is a great gateway to boost your business and get more clients.

Jul 19, 2020 • 23min
350 - Overcoming Public Speaking Fears with ByVictoriaL's Victoria Lioznyansky
Todays guest is Victoria Lioznyansky, Owner & Founder of By Victoria L and Brilliant Speakers Academy. Victoria was always afraid of public speaking. She learned some techniques to cope with the mindset of public speaking. People began to notice how good and natural she was even as an introvert, and came to her for tips & training. So, it became a business.


